I only dress to stop getting cold or Arrested! LOL
I did nearly 50 years of Crossdressing every single day of my life, it Never felt right before or after orgasm! wearing womens clothes (I just think of them as My clothes) just feels Normal to me, probably because they Fit better, and certainly because I have the freedom to wear what I want in whatever color I want or material to suit my mood. I don`t dress for Sex! LOL that to me just seems crazy, nothing worse that gatting all bunched in your nighty when it`s getting to the good bits! LOL nekid is much better! Besides, it gets expensive having to replace Duvet covers because it full of holes from your Stillettos!
Can`t say i`v ever felt Guilt over what i`m wearing though, in Either gender, Sadness when dressed as a male sure, but never guilt?
I agree with the ralaxings at home clothes though, mine regularly consists of leggings cami top and flats or slippers, or just my night shirt and maybe dressing gown if it`s a Really lazy day! LOL